Dog Boarding Wil-e-lew

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Sitter Profile Image: Kate B.
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Kate B.
from
$50
per night
4.9 out of 5 stars
• 105 reviews
35 repeat clients
35 years of experience
Delmar, MD, 21875

“Best sitter! Molly had a great time running and resting at Kate’s house for the weekend. She had an extra crate for her when I forgot mine and also kept me updated with Molly’s day. I really appreciated the short turn around as my planned sitter canceled last minute and I was scrambling to find a reliable fix! Thank you Kate!”

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Elizabeth R.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 46 reviews
16 repeat clients
10 years of experience
Millsboro, DE, 19966

“Kelly G was amazing with Luna. She made Luna feel like she was at home with us and Luna didn’t miss a beat while we were gone. She did a tremendous job with everything overall. I would recommend Kelly G to anyone and everyone who needs a dog sitter. She sent plenty of updates and pictures and made our first time using a dog sitter a great overall experience. Thanks Kelly G”

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Sean P.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 36 reviews
19 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacy and her daughter were great! They frequently sent me pictures of koda to insure me that he was ok and happy while I was away. Definitely recommend ☺️”

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Sarah P.
Sitter Profile Image: Samantha R.
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Samantha R.
from
$60
per night
5.0 out of 5 stars
• 81 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

“Let me start by saying we’ve never left our dogs overnight let alone with a total stranger. We left for 9 days and have 3 dogs and I was so nervous and had a thousand questions and accommodations I needed fulfilled. Samantha was absolutely incredible. If I could give 100 stars I would. My dogs were so loved and cared for the entire time they were in her care. The pictures I got each day were just filled with joy in each of my dogs faces. If I could afford to send them there for playtime everyday I definitely would!!! Two of my dogs had stomach issues on the 5th day or so and she made them chicken and rice and pumpkin for their meals until they felt better. She trimmed their nails. She washed their bedding. I mean what more could you ask for?! Do not hesitate in sending your animals with her. She is the best of the best! I will be sending my dogs to her house anytime we go out of town… worry free!!”

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Savannah M.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 33 reviews
13 repeat clients
40 years of experience
Milton, DE, 19968

“Jessica was great. She responded very quickly on very short notice. Felt very good dropping Leif off and Leif looked great picking him up. I would use this boarder again in the future.”

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Patrick L.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 95 reviews
26 repeat clients
40 years of experience
Milton, DE, 19968

“Daisy loved being with Michele! Daisy loves being the center of attention. She got to walk and play and share her love. Michele is a great communicator and we were happy to get little notes assuring us that Daisy cared for with care and joy! Thank you Michele! Amy & Dan”

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Amy S.
Sitter Profile Image: Morgan H.
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Morgan H.
from
$28
per night
4 years of experience
Salisbury, MD, 21801

About: For an about the past four years I volunteered at a in home dog foster care. I’ve worked with dogs of all shapes, sizes, tempers, and needs till they reached their forever homes. Dogs of all needs are welcome under my care for no additional charge. Please make mw aware of any physical or medical needs. I am a collage student with year-round campus housing. I often do not have more than one or two classes a day that do not last longer than an hour and a half. All pets cats or dogs, will be dutifully cared for and monitored. Should your animal have a feeding, bathroom or medical routine you can trust that it will be followed. Pets of all sizes, tempers, and needs are welcome. Walks and playtime will be frequent based on your pets energy level. Any grooming needs outside of the occasional brush or paw wipe down that are not strictly necessary will carry an additional fee.

Sitter Profile Image: Khadijah F.
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Khadijah F.
from
$50
per night
5.0 out of 5 stars
• 1 review
1 repeat client
20 years of experience
Fruitland, MD, 21826

About: I love animals. I have one cat and two dogs right now. I am a mother to two boys. I live in Fruitland MD. Please reach out to me with any questions. I do work and go to SU for physical education. Trying to start a side business. Feel free to message me with any questions. Thank you. Follow all instructions. I will add more services soon. I live in Fruitland in a good neighborhood. Across from a school. Thank you and feel free to message me.

Sitter Profile Image: Margit & Bill N.
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Margit & Bill N.
from
$52
per night
5.0 out of 5 stars
• 115 reviews
33 repeat clients
40 years of experience
Ocean Pines, MD, 21811

“I cannot say enough positive things about Margit and Bill! I received pictures and updates on my Sunny daily and I could see that my Sunny was happy, given lots of love and well cared for! Sunny has always been a fussy eater but Margit managed to find a dog food that Sunny decided to eat. Margit and Bill took extra steps to ensure Sunny's safety. I will DEFINITELY reach out to Margit and Bill next time Sunny needs a temporary home that is filled with love and dedication.”

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Irene T.
Sitter Profile Image: Alivia S.
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Alivia S.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Salisbury, MD, 21801

About: I’ve grown up around dogs and my family currently has four, so I’ve had lots of hands-on experience caring for them over the years. I’m a huge animal lover and I’m comfortable with feeding, walking, playtime, potty breaks, and giving dogs plenty of attention and affection. I understand that every dog has their own personality and routine, and I’ll always follow your instructions carefully and treat your pet with the same care I give my family’s dogs. I’m a college student with a flexible schedule, and I’m happy to make time for pet care around my classes and other commitments. I’m available for walks, drop-in visits, feeding, playtime, and plenty of attention. I’ll always communicate clearly about my availability and make sure your pet gets the care and time they need. I will always treat your pet and home with care and respect. I’m comfortable following specific feeding, walking, crate, and daily routine instructions, and I’ll make sure doors, gates, and leashes are secure at all times. I’ll give your pet plenty of attention and can also send updates and photos so you know they’re safe and happy while you’re away.

Sitter Profile Image: Colleen K.
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Colleen K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
40 years of experience
Millville, DE, 19967

“Collen was great. Wiyot is was so relaxed when I picked him up and he us usually a hyper type doodle. I would not hesitate to have Wiyot stay again. Thank you so much for a worry free visit.”

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Philip B.
Sitter Profile Image: Kelly W.
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Kelly W.
from
$60
per night
5.0 out of 5 stars
• 118 reviews
37 repeat clients
10 years of experience
Lewes, DE, 19958

“Our dog Kaya was completely comfortable with Kelly from the start at our meet and greet. When the day came for Kaya to go to Kelly's she so was excited to be there she didn't care at all when I left. And that made me so at ease with her being there, not one worry at all.”

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Keri C.
Sitter Profile Image: John W.
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John W.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
15 years of experience
Berlin, MD, 21811

About: I currently have a cat and a golden retriever and would love to help you take care of your dog while you are in need. I work from home Monday through Friday so my schedule allows me to be very flexible for potty breaks and general playtime while I'm taking care of your best friend. We have over 3/4 of an acre of property and are also located in the heart of Berlin...So a walk or outside playtime is no problem.

Sitter Profile Image: Lauren C.
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Lauren C.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Ocean View, DE, 19970

“Lauren did an excellent job taking care of Tuco. I really appreciated the multiple updates with videos and photos. Lauren and her husband could not have been nicer. Tuco is looking forward to his next sleepover!”

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James V.
Sitter Profile Image: Robert R.
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Robert R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 240 reviews
79 repeat clients
61 years of experience
Lewes, DE, 19958

“We could not be happier than we are with the service, communication, care and love Sophie received from both Susan and Bob. We had a last minute emergency and they accommodated us so quickly and made us feel so comfortable leaving our baby. You can tell immediately how much they both absolutely adore all the pups. They treat them as their own and are very flexible to accommodate your pet’s specific wants and needs. When we picked Sophie up, Susan even had a water container for the car ready for us knowing it was a long drive. We will be back! Thank you!!!”

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Lori S.
Sitter Profile Image: Jeremiah P.
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Jeremiah P.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Bishopville, MD, 21813

“Our dog, who can be a wee bit nervous, had such a lovely time with Jeremiah and his family! They were so kind and communicative, and we’ll happily trust them to care for her again. She can’t wait to be back for snuggles with the kids!”

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Nikki A.
Sitter Profile Image: Brenda S.
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Brenda S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 114 reviews
49 repeat clients
15 years of experience
Milton, DE, 19968

“If you want your dog to be treated like a member of the family, book with Brenda! She took excellent care of my beagle mix Iris and her space is very comfortable for pups - lots of snuggly blankets and great yard for them to play. Thank you Brenda!!”

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Ari S.
Sitter Profile Image: Jermaine C.
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Jermaine C.
from
$20
per night
4.7 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
Greenwood, DE, 19950

“Jermaine took good care of my 7 year old pit bull for a week. He either updated me first or answered my questions in a timely manner when I asked for updates. I also received some pictures throughout the week of my boy. Overall I had a great experience and will be using Jermaine again!”

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Marisa M.
Sitter Profile Image: Cori B.
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Cori B.
from
$80
per night
4.9 out of 5 stars
• 74 reviews
17 repeat clients
25 years of experience
Lewes, DE, 19958

“Cori was AWESOME with Bailey. She was warm and welcoming with our shy dog. Cori had great communication with us and kept us updated on Bailey’s stay with pictures! We highly recommend Cori and will definitely use her again in the future.”

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Sarah M.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

“Jess and her entire family were amazing! We had a great experience boarding our cocker spaniel with them. They treated our puppy like one of their own. He had a great time with the kids. Jess was communicative and accommodating and we truly appreciated them taking care of Orion.”

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Mia E.
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The median cost per night for dog boarding in Wil-e-lew is $55

Dog parents share their Rover experiences - Wil-e-lew

1 / 1
5.0 out of 5 stars

We love Danielle and have been using her for years! Ruby is excited when she arrives to her house and looks very happy in the pictures we receive.

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Rachel B.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Wil-e-lew

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Wil-e-lew average 10
repeat dog boarding clients

FAQs for Dog Boarding - Wil-e-lew

Frequently asked questions about Rover

As of November 2026, there are 156 sitters on Rover offering Dog Boarding across Wil-e-lew. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Wil-e-lew can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Wil-e-lew home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Wil-e-lew.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Wil-e-lew. On Rover:

  • 92% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Wil-e-lew sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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